Dave & Dasha Live from Drive: Beating Brain Rot, Burnout, and Boredom After 15 Years in B2B
36m 15s
Exit Five Live has transformed its webinars into a high-impact, well-prepared experience by investing up to seven hours per session in content development, leveraging Zoom’s all-in-one platform for seamless production, and emphasizing authentic storytelling. The success stems from deep team collaboration, meticulous preparation, and a focus on human connection. Dave Gerhard’s keynote at Drive, Vermont, exemplifies this shift—rooted in personal narrative, emotional conflict, and real-life experiences rather than AI-generated content. After initial resistance to writing, he sought feedback from trusted speaker Harry Dry, who pushed for authenticity, specificity, and emotional resonance, resulting in a powerful, personal talk. The event’s success is amplified by its unique Vermont location, fostering a strong sense of community and belonging. Beyond webinars, the company has evolved into a serious media brand, prioritizing content quality and team-driven creativity over automation. Key themes include authenticity, personal growth, and the value of human connection in marketing. Exit Five’s mission is to become the go-to resource for B2B marketers by offering high-value, peer-driven content and community, with a strong emphasis on maintaining its original spirit and authenticity as it grows.
Hey, it's Dave.
So zoom webinars and events has made our recent exit five live sessions way more pro lately.
But don't just take my word for it.
Check this out.
This is what Kelly B said.
She said, I compare all other webinars now against exit five.
I love that.
And look, in a world of AI slop, we just want to make something that's actually worth
going to.
It's not easy to get an hour out of your day.
I'm just the on air talent, though.
So I'm going to kick it over to Marissa and Maria.
This is our exit five live production team, our content team here at exit five, since they're
the ones actually making this all happen, Marissa.
I've been doing B2B content a long time.
I know.
It's hard to hold attention for more than 30 seconds.
Let alone a whole webinar, but zoom webinar results recently.
We've had nearly 2000 registrants over 500 live and hundreds of hours of watch time on
our sessions.
Maria, what would you say is driving that it all starts with prep.
We do up to seven hours per session, choosing a topic, prep calls, building the run of
show and so much more.
We zoom webinars and events, everything's in one place.
Interestation, emails, polls and analytics.
So it's simple to run that cycle every two weeks.
At showtime, I handed back to Marissa in Zoom's production studio.
With Zoom's production studio, I can set the scenes in advance.
So on the big day, I just send them live with speakers and content already in place.
Lean transitions, crystal clear audio and video.
I feel like I'm running the big game back there.
So this is why our webinars have been crushing it lately.
Look, they just said we're spending seven hours per session on this and don't just take
our word for it.
On the first hand, we run these every other Friday.
It's called exit five live, now powered by Zoom webinars and events.
So come and check us out.
See this whole thing live.
And if you want to learn more about using Zoom at your company, check out zoom.com/exit5.
That's zoom.com/exit5.
Hey, it's me Dave.
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It's convertiv.com/exit5.
That's convertiv.com/exit5 and you can also see the link in the show notes.
You're listening to the Dave Gararcho.
What's up?
It's Dasha.
And the episode that you're about to hear is a really fun one.
For a few reasons.
First, it was recorded live at exit five's drive event in Stovermond.
And second, it's me interviewing the one and only Dave Gararch founder of exit five full
circle moment for me.
I actually met Dave in person for the first time last year at last year's drive.
So it was really cool to this time sit down as the co-host of the show and get to pepper
him with a bunch of questions.
I knew that leading up to drive Dave was preparing a keynote to open this year's conference.
And I know that it was a roller coaster of emotions preparing for his big presentation.
He just really wanted to do a justice.
He knew how hard the team was working at organizing drive and he really wanted a keynote
to match.
So spoiler alert, he had a friend of the show Harry Drive held him with his presentation.
And that's what you're going to hear us talk about.
I asked him a bunch of questions about what it was like writing it and what he learned
along the way.
And at the end, you'll watch or hear Dave try some Canadian delicacies that I brought
over from my home country, Canada, such as ketchup chips and coffee crisp.
So you'll have to wait and stay until the very end to hear his reaction to those.
Enjoy the show.
Enjoy the pod.
What's up, Dave?
Good to see you.
I can call you Dash now.
You said we're it's official.
It's official.
I'm into that.
It's pretty cool.
There's nothing worse than someone saying Dash before I've given them the blessing to
it.
I like how you went about it.
I was ready to like try it.
Yeah.
Yeah.
Let me go try it on for size.
Okay.
We're in Stovermont.
Yeah.
Home of Ben and Jerry's.
Correct.
Okay.
Yeah.
My first question for you was softball.
If drive was an ice cream flavor, what flavor would it be, Dave?
Oh God.
Hard-hitting.
I'm trying to think like what's what flavor means connection and need to be marketing,
you know?
Maria, she said if drive was a flavor of ice cream, what flavor would it be?
This is why we send guests questions.
Look, I'm proud to be a part of this thing.
I love it.
I also love ice cream.
My favorite Ben and Jerry's flavor right now is fish food.
Is that a real flavor?
Yes.
Fish food.
Yeah.
It's like chocolate, marshmallow, with little fish in it, like the band fish, BH, ISH fish
food.
It's great.
Okay.
Yeah.
I like that.
Next question.
Next question.
A little bit more hard-hitting.
You're no longer the CEO.
You're just here as founder, Dave.
So I'm curious, how does that change?
Does that change anything?
And if so, how?
Doesn't change at all.
Dan's been that, whatever his title has been, Dan has been that role since the beginning.
I think very much my job at our events has been to earlier on was like get butts and
seats, you know?
Like, I don't know if you know this.
I have a lot of followers on LinkedIn.
No, tell me about that.
Yeah.
How many, like 20,000?
205,000.
No.
Who's counting?
Not me.
Not really well together is the difference in our skill sets and he very much wants me to
be doing this and be the host and the MC and, you know, I'm speaking tomorrow, I'm hosting
a dinner tonight.
There's a welcome reception.
I'm supposed to be here shaking hands and kissing babies and I play a big role in the
content behind the scenes, like who's speaking at the event?
What are the topics?
And so, yeah, I think the title hasn't changed.
He's been that title since I hired him and he's good at what he does.
You should tell the story of the first time you told Dan how you broke the news to Dan
that drive was going to be happening before it was called drive.
Okay, so he wrote about this and I'm not sure that that is entirely true.
Like, there's a little bit of revisionist history, but never let the truth get in the way
of a good story.
Exactly.
And he was like, about to have his first kid and so, like, who knows what planet his
brain was on during that time, you know, like as having crippling anxiety before mine.
My daughter was born, I can tell you like, who fucking knows?
The story that I remember goes something like this.
Look, we've had this, you know, we had this budding community, everybody's connecting
online.
Obviously, what should you do?
You should have an event.
Obviously, you should do an event.
Well, I just had severe PTSD from a prior company where events were like a big part of
our brand and they were awesome, but I was the VP of marketing and man, they were incredibly
stressful getting butts and seats is really hard.
Speakers is really hard.
We've had people say like terrible things on stage and basically almost get canceled.
Like, there's every variety of event things I've gone through.
And so when I started my own company, I was like, oh, choose your own adventure.
Like, I'm in charge now.
Like, I don't have to opt into doing this.
I don't want to do an event.
Oh, you thought you were never going to host events?
Yeah, never.
Absolutely not.
For two reasons.
Number one, I didn't want to go through the pain of doing an event.
You, this was a point in my life where I was very much, nope, not going anywhere, running
my company, running my little one person business from my house.
I'm not leaving solo for newer, solo for newer forever.
Okay.
You knew me then?
I knew you.
I knew of you.
Yeah, yeah, yeah.
Okay.
But then, you know, exit five becomes more of a real thing, hire Dan, hire Matt.
There's just more realness happening.
Maybe we should do an event.
And I'm always like very close to feedback as a marketer and creator.
And I think, I don't think the customer is always right.
I think that's a myth.
But I think that enough people, enough of the right people were like, yo, if you did
an event, I would go, I kind of de-risked it.
Okay.
So there's this great event space in Burlington, Vermont called Hula.
That's where I work out of now.
I went there, check it out.
They were like, yeah, basically, you know, put $1500 in your credit card and like, you can
host an event here.
$1500?
Not something like that, you know, meaningless, right?
They had an event space, the max amount of people you could fit was 200.
The event was beautiful.
200 felt like, oh, come on, dude, if we did an event, we could get 200 people there.
Yep.
And also, it was a home game.
And so I was like, I'll do it, but I don't mind going out to travel.
And we just kind of went out, Dan went and had his, had his first kid and I just put a deposit
down and we just decided to do it.
We made up a name and slack.
We launched the event and it's not that we didn't take it seriously, but we just did step
in repeats, pick a couple of speakers of people that we know.
And it was that first day that the buzz of people hanging out in person was like a bunch
of people who hadn't seen each other in a while hanging out for the first time.
I think every year since then we've just like taken it more seriously and now like,
you know, look at where we are.
Insane.
I saw a bear today.
I heard that.
I have not seen a bear at any other conference that I've gone to.
Yeah, that's what we do.
I think also I almost made a huge mistake in moving it.
I almost moved it to Boston.
No way.
Why?
Because we're greedy capitalists.
We, we, we, you know, there was 200 people last year.
The buzz was amazing.
I'm drunk on the event for two years.
We need a bigger space.
We need a bigger venue.
We, who is great?
But we outgrew that.
Right.
We sold 200 tickets.
We like 150 people on the waiting list and I just, I didn't think there was a
venue like this. I have a friend who worked in an advertising agency in Manhattan, like madmen
advertising agency. He had a like midlife crisis career change, bought a home lawn care company
in Stowe. Okay. And he knows this area really well. We're all hanging out one weekend in
October last year. And he's like, dude, you should, you know, it would be a great venue
if he's like, Jack at the lodge, it's Bruce Peak. And I've been here before. Yeah. I was
like, no, wait, we could do our event here. So luckily, we saved it by coming, finding
this venue and leaning my point about the bear, the reason I got there on the bear story
is like, I think this event being in Vermont is such an important part of the brand and
identity. And I think if we moved it to Boston, it just would have been another event. It's
been cool seeing everybody post pictures on the way here. Their journey, you know, you're
seeing a bear. It's very Vermonty location. Yes. I think that is also why this event has
been so successful. If you moved it to Boston, I don't think anyone would call it the summer
camp for B2B marketers either. I don't think so. And there is a pool and a hot tub and there's
tikes. This is a proper resort. Yeah. That makes a big difference. And also, yes, this
place is expensive, not cheap to do an event here. But compared to like what it costs to
do an event in Boston, this is a great place. I think we're going to have awesome two days
here. And we're going to run it back for next year. And you're not flexing. So I will
flex for you. The event is sold out. And there are how many butts and seats this year?
There should be like over 400. That's crazy. And truly, I am a marketer, which oftentimes
we do things with urgency and scarcity. And this was a true sellout, like truly the capacity,
fire marshal capacity, like there are no more tickets. Yes. And it's so funny because
when we announced the actual sellout, I got a flurry of messages personally in my DMs
and to our ex of five thing was like, all right, I went to the level of excuses people
would have. I was trying to buy my ticket last week. Nobody believed that it was at this
marker. We ruined everything. Nobody believed that it was an actual sellout. That's so funny.
You spend a lot of time preparing for this year's talk at Drive. A lot. Is it because
the event has doubled? Like what about this event? All all the things. I think this company
for me has been an evolution from my Patreon to rebranding it from DGMG to exit five to
like hiring Dan to run the business and bringing in Matt and bringing in, you know, he's
hired all the team. We brought in all these people. I think I was, I don't want to say
it was in a rut. But I think you and I were just trading some stories offline before this.
And I was a successful marketing person before starting exit five. And I was lucky enough
to be a company that I had two exits back to back. And I made a little money, not enough
to stop working forever, but enough to like, you know, feel good about myself. And yeah.
And I think that changed my mindset a little bit. And so 2021 to 2023, I had a really
strong brand. Lots of companies would pay me money to like do consulting or do speaking.
And I wrote a book. I was kind of living that like write a book, do talks, have a community.
That was kind of my path. But something lit up inside me with like when we decided to
go all in and like build a real company about this. And I, I don't know where I read this.
But someone once quoted like entrepreneurship is an amazing vehicle for like personal development.
And I feel that like the amount of things I've learned beyond outside of B2B marketing,
just building this business. It's been pretty fucking cool. Like when you just keep raising
the bar in yourself, 400 people are coming here from India, England, Denmark, North Carolina,
wherever they're flying all over the world from here. This event has become such a big deal.
It's a forcing function to me to be like, dude, do a good job. I have the opportunity tomorrow
to just set the tone for the day. And I think I could have gotten up there. And it would
have been totally fine. Hey, how's it going? Thanks for coming to drive. You know, here's
the largest Bruce Peak three things to know. But I wanted to really like go for it and try
to like just do a good job. Yeah. No, I totally got it. It became real. It became real.
Yeah, it became real. And I was for a while, just kind of like bored burnt out. God, I've
been talking about this B2B marketing stuff for 15 years. Am I going to, are they going to bury
me? And I'm like, tombstone. It's going to say like, was a great B2B market, you know?
Hated forms. Right. Hated forms. We'll get there. But this company has given me so much
purpose beyond being the B2B marketing guy. And so like, heck yeah, like I'm a competitive person.
And I think I'm good at what I do. And I want to like show that. And so I'm like, yeah,
this is like, I'm going to work hard. I'm going to work my ass off. And I want to,
because I look, the team is working their ass off. Totally. Yeah, you don't want to do that.
The level of detail they've put in. Yeah. I want to show them that back in my own way.
And so that's why, like, prepared for my talk. And I, I hope it's great. However, I think
it is. And I'm excited about it. I'm sure it's going to, it's going to crush. It sounds
like it was a grueling journey to get there. Talk to me about writing this speech.
Well, so this is good. I talked to you about this. I'm glad that I can have this conversation
because this has been the bane of my existence for the last month. And I haven't talked
to anybody about it really. Oh, you saved it for the pod. Yeah, I haven't. Oh, I love
this story. Heck yeah. So I sat down to finally, you know, August kind of rolls around.
And it's, that's when I start working on the, I got to make my slides for drive, make
my talk, start writing. Okay. And I honestly, it was scary because usually I am like, I'm
in the idea machine. I can just come up with something and I pride myself on like never
having writer's block. Dude, I sat down to work on my slides and like, I could not think.
I honestly think that like AI has like, rotted my brain. Yeah, I'm not kidding. Yeah, I'm
saying this on this podcast because I think so many people can really, I was not able
to like, form an original thought for like what I wanted to talk about and try to paint
the picture you're sitting in front of your, you have like, Google Docs open, you have
clawed like what's going on? Yeah, I mean, my default for anything like everybody else over
last year or two has been like clawed. And so it's voice chat and it's like, Hey, clawed,
I want to start working on my talk for drive. You know, here's a bunch of ideas and angles.
I did a bunch of workup front. So I like, I wrote a brief. I had examples. I had screenshots
of some conversations that I had with Dan and other people and I tried to use all that
to give clawed, you know, to have clawed create my outline and then I created the outline
and I covered all the things that I wanted to cover and then I started to write the draft
and I just, it was never any soul to it. Yeah, like this is okay. And so then I did something
weird, which is I'm usually very like, I don't like to ask for help because like, I'm smart.
I got this. I can do this myself. This is just your personality. Yeah. Oh, yeah. Are you
an only child? No. Okay. No, we can unpack that later. Just a stubborn man. Take that
offline. Yeah, it's fine. Later today, more so because I'm like, this is what I do. I
am good at public speaking. I enjoy doing it. I'm like, Dave, Dave, Dave doesn't, I don't
ask for help for this. Yeah. Maybe math. Yeah. Yeah. I need a tutor for this. Yeah.
But I knew that it was not going to be great. And so I did something uncomfortable, which
is I reached out to our mutual friend Harry dry. Hi, Ray. Hi, Ray. He's an incredible
speaker and storyteller in his own right. Yes. And I messaged him and I was like, dude,
you know, can I just pay you money because I want to hire you to like be my consultant,
help me write my speech. And like, obviously, he's a true craftsman, didn't want my money.
And we go back a ways. I don't ever know. I don't actually know how we got connected.
But like, he's kind of referenced me for a while. I've leaned on him. He spoke a drive.
So I share my talk with him and he just laid into me. He's like, first, he's like, let's
move us to WhatsApp. I'm happy to, which is such a, I'm not a WhatsApp. Is that a, is that
it? No, it's a, it's a euro thing for sure. I'm like, dude, what lipstick? I know that
if someone's WhatsAppping me, it's Harry dry. I got like one WhatsApp a year. I didn't
like, I noticed he'd like, change his status to be like at the movies. Oh, so like, don't
bother me now. Cause like, I'm going to, is this like, is it like, it's like, so he's
like, alright, look, remember what I said last year? And he gave his great talk. And do
you remember what the core thesis of his talk was last year? Oh, I remember being blown
away by the talk, but the core thesis, no story, the key to telling a great story is conflict.
Oh, yes. Yes. Yes. Yes. What was the phone, the blank? Do you remember? It was like the
blank, I don't know, something with the cat. But he showed us all these, you know, great
video, like a great hook was like, you saying both chasing a tiger, like, yes, Dasha was
trying to make her first. She was driving down from Canada for her first, like hang out
with the ex of five team and she drove to the border late at night and it was closed.
What is she going to do? Instantly how you want it, right? And so like, dude, your thing
has no soul. It has no conflict. No tension. And I sent him my outline and he just sent
me back all caps. And he's like, I should, I wish I had the actual message. But he's
like, don't ever send me AI slop ever again. Time to put away Claude and get into your
own head. He goes, you're Dave fucking Gerhard. He goes, you're Michael Jordan in game six.
He goes, right, this talk yourself. And I needed someone and like, we're not that close.
Right. I needed someone to tell me that. Can you picture him saying that in person? Yeah,
yeah, for it. But the, you know, how are you? Yeah. Oh, yeah. Oh, that's pretty much
sad, right? And so that was like the first, like, all right, all right. And then he sent
me a ton of feedback. And I, I didn't like it. Hey, it's Dave. Today's episode is brought
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That's compoundgrowthmarketing.com/exit5. Can you give me some examples?
Yeah, basically, he was just like, look, you need to figure out what's the conflict here?
What's the story that you're trying to tell? Sure, you could get up on stage and do the welcome
to drive thing, but let's come up with an angle. The angle that we came up with was ultimately,
and he went to drive last year. He was uniquely positioned to help me do this.
Totally. He's like, dude, the thing that was awesome for me about drive was connection.
I met so many people. I met Dash. I met Shelby. I met this person. That person, we worked
out together. We had a cheeky pint together. We did this thing together. He's like, that's the,
tell that story. I'm like, oh, interesting. Then we talked about the conflict. The conflict is
that in my career, I used to work at this company called Drift and it was very in-office culture
and all these amazing things happened because we were in the office and around each other,
but then everything went remote and I took a new job as CMO and now I'm home and I'm like
on Zoom calls and sending Loom videos and I'm on Slack and we lost the personal connection.
And then AI comes and makes it even worse because why even talk to Dash on Slack now because I got
clawed in my pocket. Totally. And we're like, that's the angle. That's the story. That is what makes
drive special. So let's tell that talk and he's like, this is just you telling your story and it
led to literally just my slides. You'll see them tomorrow. They're all just photos from my camera
roll from the last, you know, 10 years of my life. And it's the best thing that I've ever written,
I think, because it's a real story. It's like some groundbreaking thing. He helped me get to that
and he's like, look, we eventually got to this process and we'd have an outline and he'd give me
feedback and he'd give me this bit and that'd take this out. He's like, the great talks and stories
can be simple. You just need that one core idea and it was such a good marketing lesson and it was
like, at Drift, we simplified our whole positioning down to like no forms. Harry helped me position my
whole talk down to like connection. You need to get up on stage and tell a story about connection.
He's like, fuck the AI stuff. Speak from the heart. Tell the story of Dave Gerhard.
You met Leah and you had hair and then now you don't have hair and then you got married and then
you changed jobs and you had kids and like, that's how I used to tell stories. But I think I got
so caught up in brainwashing the AI stuff. That's like, the people love the personal stuff.
Yes. The end product is like a very personal story and honestly was like a good slapping around
to be like, oh yeah, the things that I'm good at is like, AI is not going to touch that.
And Harry, I think I talked to you about this, but he's such a good storyteller and like, don't
just say like I interviewed Dasha. It'd be like, Dasha and I did a podcast at Stowe. The sun was
beating on my bald head. Right. You know, she was two feet away from me and she told me a story
about how she just saw a bear that morning. Like he paints a picture in my deck. I talk about like,
how I met Dan and he's like, yeah, but where did you meet Dan? And I'm like, oh, we went for a walk.
We went out to lunch. We went to sweet green on Boilson Street and we had a harvest bowl.
I can picture it. It's visual. So that was the process. And then I think I finally had a break
through and I never do this. I rarely work all weekend, but two weeks ago, I just said to Leah,
I'm like, I kind of just got to ignore everybody for then. She's like, this is your Super Bowl man.
Like, I got your back. Go. And I just brought my big ass monitor into my house. And I just sat
there and I just rode it for two days. And I've just been like tweaking it ever since I'm proud of it.
And I'm proud of, I think reaching out to Harry was like a subconscious. There's almost like a go-all-in
moment. The reason I almost didn't reach out to him is because I didn't want to be held to like,
I knew that if I reached out to him, you know what I'm trying to say? I mean, if I reached out to him,
he would hold me to it. And I'd have to give like a Harry dry level worth talk. I almost didn't
even want to tell him. And I just wanted to do my little welcome and like, where if he'd saw it,
he'd be like, dude, what the fuck was that? Right. Be someone. So he's not coming here. So,
do you have like a promise are you going to send a recording to him and he's going to tell you how
you did? No, I think the promise is like, he knows that I'm happy with it. Yeah. And he's like,
you need to keep editing until you feel it's a nine or a 10 and then like otherwise don't don't stop.
Yeah, don't stop until you get. And then also he's very good at like trim, trim, trim, trim, trim,
trim, trim, trim. I have too many jokes in there. They're not all funny. Yeah. Less is more. Cut,
cut, cut, cut, cut. You just need one story, one example. I'll shout him out like this is part of
doing that. But we love you, Harry. Yeah. One of the things that I observed, I have a back stage past
to the exit five team Slack. You too, which is crazy place to be. It's a crazy place to be, but your
feedback to your team got a lot spicier after working with Harry because you're like, Harry's beating
me up. So I'm going to bring some of that same energy. Yeah. What is something that you're going to
keep from the way that Harry dry gives you back? I think number one is like those I've been giving
Marissa and Maria like a lot of this feedback recently and even pushing myself. It's those
examples. It's the like show don't tell me. Yes. I think right. I think it's show don't tell.
Right. And so when I'm editing the newsletter now, it's that example. It's the sweet green on
boils and street or like I had one paragraph. You know how in Slack, you can see like the Google
Doc comments as you're getting them. Yeah. Yeah. Yeah. Yeah. Like Slack bot action thing. Yes.
I open it up and like there's one paragraph and he has the whole thing highlighted and it says like
Harry dry, you know, 1149 PM and it all caps. It just says slop. I love that. And so I think
I try to rewrite things too much for the team. Not because I don't trust them, but that's just like
my style of editing. It's like to the stubborn guy thing is like, oh, I'll just let me like, oh,
you send me the draft. I'll rewrite it. Yep. I'm doing a better job now of explaining how I think
it should be and then like letting them go figure out, teaching them to fish. I'm like, this needs
a better example. So I'm like, needs a better example here. It needs a different hook here. We're
all always like, this needs a different hook. And here's the hook I wrote. And I think I learned
this in my last company and I forget that I am that guy now. I think the founders words have a
lot of weight in that like if the founder says it or the CEO, whoever. Oh, Dave changed the headline.
That means that is the exact headline and no other headline right would make the sense here. Yeah.
And so there's multiple ways to win. It doesn't have to be my way. And so I think I can do a better
job editing. And it's been fun. That is my role. We talk about our roles in the company. I think of
my roles like the managing editor of sorts of exit five room. Listen to podcasts watching our
videos looking at our newsletter. I'm like, change the hook here. And that's been very helpful.
Good good question. There's a saying for that. It's like when you're a manager every suggestion
sounds more like an order. Yeah. Red that in some book. But it makes sense. Right. That in some book.
Yeah. So it's not even just like this. It's the things he'd give feedback on. A much more
conscious of like, let's trim a lot of the unnecessary things. Let's add more specific examples.
Let's be pithier. Let's be wittier. Let's have funny stories and examples. And then let's also
give feedback in a different way instead of rewriting it. Share what I would like to see.
I want to go back to something you said. You said at first you didn't like the feedback.
Say more. Yeah. It's uncomfortable. It's like the personal trainer telling you like,
hey, man, you want to like, you want to lose like the little bit of belly fat that you have.
Like, you're going to have to stop eating pizza three times a week. Right. We know those things.
It's hard to hear them. Yeah. I know that it was not like the best thing I ever wrote.
I think it could have been delivered as a totally fine welcome to drive, welcome address.
And I didn't want to go through the paint. I think because I didn't know the answer. I didn't
want to I knew that the feedback was going to then lead to like hard work to get to the outcome.
It wasn't going to be obvious. Like it was going to take no silver bullet no silver bullet like
writing a talk or writing anything. Unless you're just copying and pacing from Claude like
is hard. It takes hard work. I had to sit there for one day at Hula and I wrote for basically I wrote
2000 words and it took me like eight hours to do it because I wrote like word by trim that. No,
cut that. Cut that. I think I was afraid of I knew what it would take and I didn't want to go
through it. It's like I got to go run this hundred mile race and I don't want to do it. That's why.
So what was harder writing founder brand or the founder brand was like a blog post. You know,
some guy left a one star review and was like, Oh, this is good. I wrote the book. I think it's
a good lesson. It certainly wasn't writing like freaking Harry Potter. You know, like my life's work.
It was like a cool idea and I want to prove to myself that I had a point of view and could write
a book about it. But you also wrote a book before AI. So that's kind of cool. I did. Yeah. Yeah.
Just on your own. I had a ghost writer. You did? Yeah. It was like a ghost writer. Are we breaking
the snooze right now? Have you ever said that? And I know I haven't like announced it publicly,
but I think any exact any most figures and like I said, this was not my life's work to write this
manifesto novel on life. Basically, like it's my IP. Yeah. I created that term so many people have
to talk about it now. Like I created this term. It was a truly a playbook that I ran at two companies.
I wrote it all down. It was more of like a editor than a ghost writer and we would do every Tuesday
for like six months, two hours on the phone of like me. Okay. Now tell me about this section.
And so like she would help me piece it together. I would get it back and it was never the way
that I wanted it. Of course. So I
I'd ended up having to write a ton of it myself.
And so I think of it as I'm not saying this
as a cop out to be like, it wasn't really a ghost out there.
It was actually an amazing,
it was the equivalent of having a personal trainer.
Having someone to basically help me get it started,
I would have never gotten into like,
here's the different outline, here's the outline,
here's what each chapter should be about.
- Right, you have someone pushing you like,
be more specific, be more specific.
- Be more specific or like, here's the draft.
Okay, Dave, you're, you know, now,
and then I'd have like say like two weeks to edit chapter two.
- Right.
- This is the way we wrote, this is really weird.
Like, I'm gonna rewrite it and I suggest a ton of changes.
And then, yeah, so I have no problem with how it was created.
- That's cool.
- Yeah.
- I'm gonna be interviewing a lot of marketers like yourself.
- Yep.
- This week.
- Yep.
- Two questions I'm asking everyone that I think only makes
sense if I ask you.
Biggest win of 2026.
Let's do one personal and one professional.
- All right.
- 'Cause you're a human.
- Yeah, professional, I think we have the best version
of the exit five team that we've had.
You know, you're a manager, you're a manager of people.
I think I said this last night at dinner,
but like most of the problems with a business
is mostly who, not how, problems, you know, they say--
- I like that framing a lot, yeah.
- Yeah, yeah.
And so I think this is a simple business.
And Dan usually get mad at me when I'd say that.
'Cause he think, I think he felt like it was like
diminishing what we do.
- Right.
- But my point is like, it's not the thing that we're building
is not complicated.
It's content, it's a newsletter, we take the feedback,
we do this thing, it's not, we're not putting,
we're not saying rockets into space.
- Right.
- We've had all these ideas,
but you can't execute them yourself.
You need to write people to do them.
And we went through some pain with, you know,
hiring and firing and onboarding.
And that stuff sucks, right?
People is really hard.
And I, it's emotional, it's hard.
Bringing on someone new is hard,
'cause you don't always know instantly
if someone's gonna be awesome.
- Yeah.
- There's nine people on the team right now.
And it's, as you'd hope, every iteration should be better.
The team is really, really, really good.
We continue to raise the bar on quality.
And for a while, this business was built off
of my personal Patreon.
For a while, our newsletter was like,
we would take the things I write on LinkedIn
and turn them into the newsletter.
And that was okay.
But eventually people were not loving our newsletter.
And we raised the bar, we brought on two content people.
And we came up with a whole new process
for how we write the newsletter.
And it's like, we do all these podcasts
and we make it about other people's voices.
And it's not like Dave's hot takes.
And we've pivoted that.
We've, you know, you're on all our webinars.
Like, that's a legitimate.
- It's a production.
- Production.
- It's a production.
If you're watching this and you're wondering,
do we just show up five minutes before the answer is no?
- No, but also like the engagement,
the numbers have been off the charts.
And I'm the biggest hype man, but that's not me hyping it.
- Yeah.
- It's real.
- No, no, no, totally.
- And that's because we've put in so much work
in the product.
And so I think we've always said like,
we're a media company.
The reason we charge money for our events
and we have sponsors is because like,
that is our product is content.
Over the last year is the first year
that I really feel like, no, no, no.
We're like a serious media company.
And so I'm really proud of that.
And it's also, it's like the Harry Dry thing.
It's like the more serious you take something,
the more quality, the higher bar you have for yourself
and quality, you get that out of it.
And I'm feeling that now.
So I'm like, let's invest more, more, more, more, you know?
- You're jazzed about the things.
- I'm jazzed about that.
Yes.
- Any personal wins?
I guess as a founder, your personal and your professional
parties together, but like you're a dad, you're a husband.
- Yeah, it's not one particular win,
but I think like something that I'm proud of
is I think if you look at me on LinkedIn,
if you just look at that, you'd think like,
I wake up and I'm like B to B marketing,
I'm gonna be Mark, I live and breathe that.
I think if you found me offline, I'm a very good dad
and husband and I'm very proud of that.
I've had some bad role models in my past
and I'm happy to be like, I think I'm as good of a parent
and father and husband as I am at like this side of things,
but there's no format to like flex about that
or to be that and I'm just, I'm proud of that.
I think there's this rapper called Connor Price.
He's like this little white guy
and he has this great line that I love
'cause everyone's like, who are your role models?
Who'd you have dinner with?
I'm like, I don't really have any
because anytime I've had a role model,
you look up to someone it's like,
oh, I love Tiger Woods and then like,
whoops and then I love Tom Brady
and then whoops and then I had a mentor
and then whoops, it's like, I don't really look up to anyone
'cause everyone has flaws.
He says, myself in 10 years is who I'm inspired by
and I try to take that to myself.
I'm like, who's my role model?
It's me in 10 years.
Like that's who I want to be
and so I'm proud of like the life that I've built
outside of work.
- I love Tom.
- Here I am taking a week away from my kids
just chilling in the hotel room.
This is my Super Bowl this week.
- This is your Super Bowl.
- Yeah, yeah.
- And what is your big bat for 2027?
- More of this.
This is a crazy because I think we live in a world
of like more, more, more, more, more growth, growth, growth,
growth, double triple quadruple, dot, dot, I think
we have a great business right now.
We'd like to grow it a little bit next year
and just continue to raise the bar on quality
and our number one goal is to be,
our goal is to be the number one resource for B2B marketers
and to have exit five continue to be like,
it used to be like, Dave has exit five.
I think it's to continue to surpass that
and I just happen to be the guy who like started the company.
But people know Dan and they know Dasha
and they know Anna and Allison and Maria and Marissa,
like that's the goal.
I don't really have a big goal honestly.
It's like let's just keep doing a little bit better.
- Double down.
- Yeah, is that, is that, that's not a cool answer?
I'm sorry.
- No, but I feel like it's the simple answer, you know?
- We have a good thing.
I just want to keep, we're just going to like,
keep getting better at it and keep sharpening the sword, you know?
- Without losing blank, would you not want to lose
as you keep building?
I feel like a lot of companies lose the like secret sauce
that made them great as they grow.
- I think like authenticity, I think that's what makes us
who we are just being, but I don't think that's going to go away
because I'm not, I think we're doing it our way.
And it's very, it's very fun to like,
be the owner of this company.
It's almost like, you know, you realize
when you're like, wait, I'm a grown up.
- Yeah.
- I have my own money, I have my own bank account.
- Yeah.
- Inside you're like, I'm just a boy.
- It's Monday night and I can like stay up late
and watch a movie and have ice cream.
I think there's so much nonsense with AI
and business books and all this other stuff.
Like I just want to, I want to have like a quirky, cool business.
That is like injected with personality.
I think that's going to be more important
than ever.
You mentioned, you know, we're in the home of Ben and Jerry's.
They've built an incredible brand over the years.
There's been ups and downs in them,
but they were like true to themselves
and were able to like make money
and be like the good kind of capitalist at the same time.
I think that's how I think about this business the next five.
Yeah.
- Awesome.
Okay, I promised I would return you to your team.
But before I go, we brought all these snacks.
You must eat a ketchup chip at least before you go.
I brought you some delicacies from--
- What am I going to--
- What am I even supposed to do?
- You're going to be late for your ketchup chip.
- Oh, a ketchup chip.
- So a ketchup or ketchup chips?
- Oh, all right.
I'm going to have a ketchup chip.
- Have a ketchup chip and then I'll let you go.
- I have a feel like it.
- You better describe it.
- What's your take on these?
- I love-- - Do you?
- Yes.
- All right.
- I love a ketchup chip.
- Wow. - Yeah.
- Wow.
- Interesting.
- How would you know?
- You know about this?
Are you about this life?
There's Ross, Ross is a Canadian.
She brought me off.
She brought me, she get out of here.
You guys are ridiculous.
She brought me all these Maria too.
She brought me all these Canadian snacks, eh?
It's okay.
- Really?
- It gives me like a shade of salt and vinegar chip.
- Okay, but then try this all dressed.
Maybe you'll like these better.
Let's show the camera.
- All dressed.
- All dressed.
- Assess on these.
Assess on these.
- They might be more up your alley.
- Oh yeah, this is the one.
- Yeah, that's good.
- I'm a salt and vinegar guy.
- Yeah. - Vinegar guy?
- Yeah.
- This is the one.
- That has vinegar.
- What else you got?
- I got hickory sticks.
Have you ever tried these?
- No, dude.
- Are you sweet or savory?
- Um, it depends a little bit, a little bit of both.
These are like potato sticks, right?
- Yeah.
They don't have like, they're not seasoned.
- This is like, we have chips like this, I feel like.
- Okay.
- Okay.
- And then some chocolate.
- These are good though.
- Yeah.
- All right.
- There's coffee crisp.
- Okay.
- If you go trick or treating in Canada
and you get like, these are like the same.
- They do that?
- Yeah, yeah.
- Oh yeah, this is good.
This is like a Kit Kat.
- Yeah, but yeah, we have Kit Kat.
But with coffee, Kit Kat has no caffeine, I think.
- No caffeine?
This has caffeine in it.
- Coffee crisp?
- Oh, does it?
- I would have, maybe not actually.
Like if they're giving it to kids, I don't know.
- All right.
- Could be misleading.
- And then arrow is like chocolate
that has bubbles inside.
It's like aerated chocolate.
- Wow.
- How are we feeling about that one?
- All right.
- These are the winners.
- Okay, you heard it here first.
All right.
I'm proud of you.
You're a good job.
You're a good person, you're a good host.
It's fun to have your energy around.
- I'm, oh my God, before.
- Okay.
- You got me out of the podcasting rock.
- I'm so glad.
I wanted to show you this text.
I sent my husband.
- My handbillers is,
- I know.
- She's ready.
- They're gonna be, I literally promised
to return you on time.
- I'm gonna be, I'm gonna be wild off
with this coffee chocolate.
- Look what I said.
- Did you pull a type photo?
- A year ago.
- A year ago.
- I didn't know.
- 'Cause I found it.
- I met Dave, by the way.
This is last year in Vermont.
- That's cool.
- I'm like, that was my goal for the conference.
- To me?
- Do you remember?
I came up to him.
- Hi, Dave.
I just wanted to say like,
I've been, I've been part of the community since Patreon
and like, I love it and thanks you so much.
- I should make sure you're not being billed still.
(laughing)
- All right.
- All right, we're out of here.
Please, thank you.
Hey, thanks for listening to this podcast.
If you liked this episode, you know what?
I'm not even going to ask you to subscribe and leave a review, because I don't really
care about that.
I have something better for you.
So, we've built the number one private community for B2B marketers at exit 5, and you
can go and check that out.
Instead of leaving a rating or review, go check it out right now on our website, exit5.com.
Our mission at exit 5 is to help you grow your career in B2B marketing, and there's no
better place to do that than with us at exit 5.
There's nearly 5,000 members now in our community.
People are in there posting every day asking questions about things like marketing, planning,
ideas, inspiration, asking questions and getting feedback from your peers, building your own
network of marketers who are doing the same thing you are so you can have a peer group.
Or maybe just vending about your boss when you need to get in there and get something off
your chest.
It's 100% free to join for seven days so you can go and check it out, risk free, and then
there's a small annual fee to pay if you want to become a member for the year.
Go check it out, learn more, exit5.com, and I will see you over there in the community.
Hey, it's me Dave.
Today's episode is brought to you by CustomerIO.
They're one of our longest running sponsors.
CustomerIO helps marketing teams get more impact from every message they send so you can
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What we love about CustomerIO is that they have a great team of marketers who really care
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They just get marketing and understand our audience, Molly, Rosie, and the team bring something
creative.
Every time that we work together at our exit5 event in Austin, they handed out cowboy boots
in our newsletter.
They shared an AI prompt cookbook and that drive last month they were giving out Airbnb
gift cards and AirPods.
They believe marketing is a craft that takes creativity, thought, and taste and know AI can't
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Podcast Summary
Key Points:
Exit Five Live webinars have seen significant growth due to meticulous preparation, including up to seven hours per session for topic selection, content development, and run-throughs.
The production team leverages Zoom Webinars and Events for seamless integration of registration, analytics, polls, and live delivery, enabling efficient and high-quality live sessions.
A key factor in the success of the webinars is the personal, authentic storytelling in the founder’s keynote, which centers on themes of connection, personal evolution, and the emotional impact of in-person community.
Dave Gerhard initially resisted writing his keynote, citing writer’s block and overreliance on AI, but sought feedback from trusted speaker Harry Dry, who emphasized authenticity, conflict, and emotional storytelling.
The production and event model has evolved from a personal Patreon into a serious media company, prioritizing content quality, team collaboration, and authentic human experiences over scalability or automation.
The success of Drive in Vermont is attributed to its unique, local identity—rooted in community, personal connections, and a strong sense of place—making it a standout event in the B2B marketing calendar.
Founders and leaders are encouraged to focus on authenticity and personal growth, with Dave citing his role as a father and husband as a core personal value, not just a professional one.
Exit Five aims to become the top resource for B2B marketers by maintaining high content quality, fostering peer communities, and staying true to its human-centered, personality-driven brand identity.
Summary:
Exit Five Live has transformed its webinars into a high-impact, well-prepared experience by investing up to seven hours per session in content development, leveraging Zoom’s all-in-one platform for seamless production, and emphasizing authentic storytelling. The success stems from deep team collaboration, meticulous preparation, and a focus on human connection. Dave Gerhard’s keynote at Drive, Vermont, exemplifies this shift—rooted in personal narrative, emotional conflict, and real-life experiences rather than AI-generated content.
After initial resistance to writing, he sought feedback from trusted speaker Harry Dry, who pushed for authenticity, specificity, and emotional resonance, resulting in a powerful, personal talk. The event’s success is amplified by its unique Vermont location, fostering a strong sense of community and belonging. Beyond webinars, the company has evolved into a serious media brand, prioritizing content quality and team-driven creativity over automation.
Key themes include authenticity, personal growth, and the value of human connection in marketing. Exit Five’s mission is to become the go-to resource for B2B marketers by offering high-value, peer-driven content and community, with a strong emphasis on maintaining its original spirit and authenticity as it grows.
FAQs
Exit Five Live webinars stand out due to extensive preparation—up to seven hours per session—including topic selection, prep calls, and script development. They also use Zoom’s production studio for seamless, high-quality audio and video, resulting in engaging, professional content with strong viewer engagement.
The team invests significant time in planning, including multiple prep calls, content development, and script building. They also use Zoom’s production studio to pre-set scenes and transitions, ensuring polished, professional delivery with consistent quality across sessions.
Dave, the founder, plays a key role in shaping the vision, content, and overall direction of the events. He focuses on authenticity, personal storytelling, and team-driven content, ensuring the brand remains true to its values while maintaining high production quality.
The team chose Vermont to maintain the event’s authentic, community-driven identity. The location fosters meaningful connections, and staying in a small, scenic venue helped reinforce the event’s unique brand—making it feel personal and special rather than a generic corporate gathering.
Dave struggled with writing his talk initially, relying on AI tools that produced generic content. He reached out to a trusted speaker, Harry Dry, who helped him craft a personal, story-driven talk centered on connection and loss of personal touch in remote work. The key lesson was to prioritize authenticity over AI-generated content.
Exit Five has evolved from a personal blog and newsletter into a full media company. They now feature podcasts, content from team members, and peer-driven discussions, emphasizing diverse voices and real-life stories to build community and trust.
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